Dapper Rappers Looking Less Than Fresh

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  • unfashionable
  • odqul_laurynhillclowncostume_620147
    The Misapplication of the Makeup Of Lauryn Hill
  • jayz
    On one hand, Beyoncé in a bikini. On the other hand, capri pants are never cool, Jay-Z.
  • jeezy
    Tony the Tiger wants his look back, Jeezy.
  • nickiminaj
    It's probably best to leave the blonde dreads in your college dorm.
  • lilwayne
    Lil Wayne 5'6
  • eminem
    Nice pork pie hat, Em.
  • mgifk_naskelisnggershirt_620147-1
    Moving on...
  • kanyeshirtless
    Kanye wears most things well. A lack of shirt is not one of them.
  • 50cent
    #BlueSteel
  • A$aprocky
  • unfashionable2
    Drake's magical zebra shirt.
  • kaqqg_lupefiasco2008vmas_620147
    Lupe Fiasco: Rapper, Activist, Equestrian Enthusiast
  • souljaboy
    Soulja Boy orders all his pants directly from The Mountain catalogue.
  • confessionsofcamron
    Fun fact: Cam'ron wears Jodeci fan fiction.
  • Lil B
    Lil B... Lil' drawers.
  • Pharrell_Still_585
  • picture-9
    The one and only "Chopper Suit"
  • unstylish
    This will remain Drake's greatest achievement until the end of time.
  • jaysunshine
    #NeverForget

Since the days of Adidas tracksuits and gold chains as thick as gym rope, fashion has played an integral part in the culture of hip-hop. 40 years after the advent of the culture, hip-hop has produced its fair share of style icons that have blazed the trails into mainstream fashion quarters. Big names such as Jay Z, Kanye West and André 3000 are known for their impeccable sense of fashion almost as much as they are known for their music.

Of course, nobody is bound to look good every day. Fashion continually moves forward, and sometimes you are going to be left behind wearing something you probably should have left on the rack. Fashion is a serial killer, and it will always claim its victims.

XXL is looking today at some of hip-hop’s biggest fashion fails. Here are 20 dapper rappers that look less than fresh.